Question 1

Draw the arrows to go from one resonance structure to another.

Accepted Answer

The answer of Draw the arrows to go from one...

Question 2

Which of the following statements is (are)true of the Diels-Alder reaction?

Accepted Answer

A) When the diene is electron-rich, the reaction works best when the dienophile contains one or more electron-withdrawing groups conjugated to its C   C. 
B) Substituents which are cis in the dienophile remain cis in the product. 
C) Dienes which cannot achieve an s-cis conformation do not react in Diels-Alder reactions. 
D) Secondary orbital interactions typically cause the endo product to be favored kinetically over the exo. 
E) all of the above 
A) When the diene is electron-rich, the reaction works best when the dienophile contains one or more electron-withdrawing groups conjugated to its C   C. 
B) Substituents which are cis in the dienophile remain cis in the product. 
C) Dienes which cannot achieve an s-cis conformation do not react in Diels-Alder reactions. 
D) Secondary orbital interactions typically cause the endo product to be favored kinetically over the exo. 
E) all of the above

Question 3

Classify the compound below as aromatic, antiaromatic, or nonaromatic. Assume planarity of the π network.

Accepted Answer

The answer of Classify the compound below as aromatic, antiaromatic,...

Question 4

What is the product of the following reaction?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) V 
A) I 
B) II 
C) III 
D) IV 
E) V

Question 5

What is/are the product(s)from the following reaction?

Accepted Answer

A) I only 
B) II only 
C) III only 
D) I and II 
E) II and III 
A) I only 
B) II only 
C) III only 
D) I and II 
E) II and III

Question 6

Which of the following is/are the major product(s)of the following reaction?

Accepted Answer

A) I 
B) I and III 
C) II 
D) II and III 
E) III 
A) I 
B) I and III 
C) II 
D) II and III 
E) III

Question 7

Indicate the compound that has the shortest bond length between the two middle carbon atoms.

Accepted Answer

A)    
B)    
C)    
D)    
E)    
A)    
B)    
C)    
D)    
E)

Question 8

Provide the major organic product of the following reaction.

Accepted Answer

The answer of Provide the major organic product of the...

Question 9

When cycloheptatriene is deprotonated, an anion with seven resonance forms of equal energy can be drawn. Given this fact, explain why cycloheptatriene is only slightly more acidic than propene.

Accepted Answer

Each resonance form

Question 10

Draw the s-trans conformation of (2E,4Z)-4-methyl-2,4,-heptadiene.

Accepted Answer

The answer of Draw the s-trans conformation of (2E,4Z)-4-methyl-2,4,-heptadiene....

Question 11

Which of the following statements about the π molecular orbital description of cyclobutadiene is not correct?

Accepted Answer

A) Cyclobutadiene has two degenerate nonbonding π molecular orbitals. 
B) Cyclobutadiene has a single bonding π molecular orbital. 
C) Cyclobutadiene has two electrons in nonbonding π molecular orbitals. 
D) Cyclobutadiene has one electron in an antibonding π molecular orbital which makes it antiaromatic. 
E) none of the above 
A) Cyclobutadiene has two degenerate nonbonding π molecular orbitals. 
B) Cyclobutadiene has a single bonding π molecular orbital. 
C) Cyclobutadiene has two electrons in nonbonding π molecular orbitals. 
D) Cyclobutadiene has one electron in an antibonding π molecular orbital which makes it antiaromatic. 
E) none of the above

Question 12

Give the hybridization, shape, and bond angle of a carbon in benzene.

Accepted Answer

sp², trigon

Question 13

Draw the s-cis conformation of (2E,4Z)-4-methyl-2,4,-heptadiene.

Accepted Answer

The answer of Draw the s-cis conformation of (2E,4Z)-4-methyl-2,4,-heptadiene....

Question 14

Draw four resonance contributors for the following structure and indicate which is the most important contributor. Explain.

Accepted Answer

C is the most important contri

Question 15

Draw the important resonance contributing forms for the structure shown below.

Accepted Answer

The answer of Draw the important resonance contributing forms for...

Question 16

Cyclic hydrocarbons which can be represented as structures containing alternating single and double bonds are called ________.

Accepted Answer

The answer of Cyclic hydrocarbons which can be represented as...

Question 17

Provide the structure of the major organic product in the following reaction.

Accepted Answer

The answer of Provide the structure of the major organic...

Question 18

Arrange the following unsaturated hydrocarbons in order of decreasing reactivity toward HBr addition:

Accepted Answer

The answer of Arrange the following unsaturated hydrocarbons in order...

Question 19

Which of the following compounds is more stable? Explain.

Accepted Answer

(a)and (b)are both b

Question 20

Draw the distribution of π electrons in the molecular orbitals of cyclobutadiene.

Accepted Answer

The answer of Draw the distribution of π electrons in...

Exam 8: Electron Delocalization, Resonance, and Aromaticity More About Molecular Orbital Theory

Draw the arrows to go from one resonance structure to another.

Which of the following statements is (are)true of the Diels-Alder reaction?

Classify the compound below as aromatic, antiaromatic, or nonaromatic. Assume planarity of the π network.

What is the product of the following reaction?

What is/are the product(s)from the following reaction?

Which of the following is/are the major product(s)of the following reaction?

Indicate the compound that has the shortest bond length between the two middle carbon atoms.

Provide the major organic product of the following reaction.

When cycloheptatriene is deprotonated, an anion with seven resonance forms of equal energy can be drawn. Given this fact, explain why cycloheptatriene is only slightly more acidic than propene.

Draw the s-trans conformation of (2E,4Z)-4-methyl-2,4,-heptadiene.

Which of the following statements about the π molecular orbital description of cyclobutadiene is not correct?

Give the hybridization, shape, and bond angle of a carbon in benzene.

Draw the s-cis conformation of (2E,4Z)-4-methyl-2,4,-heptadiene.

Draw four resonance contributors for the following structure and indicate which is the most important contributor. Explain.

Draw the important resonance contributing forms for the structure shown below.

Cyclic hydrocarbons which can be represented as structures containing alternating single and double bonds are called ________.

Provide the structure of the major organic product in the following reaction.

Arrange the following unsaturated hydrocarbons in order of decreasing reactivity toward HBr addition:

Which of the following compounds is more stable? Explain.

Draw the distribution of π electrons in the molecular orbitals of cyclobutadiene.

Remembering General Chemistry: Electronic Structure and Bonding

Acids and Bases: Central to Understanding Organic Chemistry

An Introduction to Organic Compounds

Isomers: the Arrangement of Atoms in Space

Alkenes Thermodynamics and Kinetics

Reactions of Alkenes

Reactions of Alkynes Introduction to Multistep Synthesis

Substitution Reactions of Alkyl Halides

Elimination Reactions of Alkyl Halides Competition Between Substitution and Elimination

Reactions of Alcohols, Ethers, Epoxides, and Sulfur-Containing Compounds

Organometallic Compounds

Reactions of Alkanes, Radicals

Mass Spectrometry, Infrared Spectroscopy, and Uvvis Spectroscopy

Nmr Spectroscopy

Reactions of Carboxylic Acids and Carboxylic Acid Derivatives

Reactions of Aldehydes and Ketones

Reactions at the Alpha Carbon of Carbonyl Compounds

Reactions of Benzene and Substituted Benzenes

More About Amines Heterocylic Compounds

Carbohydrates

Amino Acids, Peptides, and Proteins

Catalysis

The Organic Mechanisms of the Coenzymes

The Chemistry of Metabolism

Nucleosides, Nucleotides, and Nucleic Acids

Synthetic Polymers

Pericyclic Reactions

Filters